Leading in the AI Era: More Than Just Tech, It’s a Mindset Shift

Let’s be honest: AI isn't some distant future we can leisurely plan for anymore. It’s here. It's in our students’ pockets, our teachers' lesson planning tools, and—if you’re savvy—it's streamlining your own administrative tasks. For those of us in educational leadership, this isn't just another shiny new tech tool; it's a fundamental shift, a powerful force that demands not just our attention, but a complete overhaul of our leadership paradigm.

The knee-jerk reaction might be fear: fear of cheating, fear of job displacement, fear of the unknown. But as leaders, our job isn't to recoil; it’s to reframe. AI isn't a threat to human ingenuity; it's a catalyst that compels us to redefine what truly makes us human and, by extension, what truly makes education valuable.

The Efficiency Dividend: Reclaiming Time for What Matters

First, let's talk practical. The administrative burden on school leaders is crushing. Budgets, schedules, compliance reports, endless emails—these tasks eat into the precious time we should be spending on pedagogical leadership, building relationships, and working to sustain a positive school culture. This is where AI offers an immediate, tangible benefit.

AI can automate many of these mundane, repetitive tasks. Think about using AI to draft initial policy documents, analyze attendance data for early intervention, or even optimize complex school schedules. Research supports this, showing that AI applications can significantly enhance operational efficiencies in educational institutions, freeing up human capital for more strategic endeavors (Tzafilkou et al., 2023). 

This isn't about replacing people; it's about liberating people from the tyranny of the trivial. When you use AI to draft that newsletter or synthesize that report, you reclaim hours. Hours you can then reinvest in coaching teachers, mentoring students, or engaging with your community. That’s leadership amplified.

Redefining Learning: Beyond Recall

The conversation around AI in schools often defaults to "how do we stop students from cheating?" While academic integrity is critical, that's a microscopic view of a massive challenge. The real question is: How do we redesign learning when factual recall is largely outsourced to an algorithm? As I shared in Disruptive Thinking in Our Classrooms, the key to the future is helping students replace conventional ideas with innovative solutions to authentic problems. 

This is where leadership truly shines. We must guide our educators to pivot towards pedagogy that emphasizes uniquely human skills: critical thinking, complex problem-solving, creativity, collaboration, and ethical reasoning. If an AI can answer it, the question wasn't deep enough. We need to create environments where students use AI as a tool for inquiry, brainstorming, and editing, not as a shortcut to bypass learning. Studies highlight the transformative potential of AI in providing personalized learning experiences, but also underscore the necessity for educators to adapt their instructional strategies to leverage these tools effectively (Hwang et al., 2020). This requires a significant investment in professional learning, not just in how to use AI, but in how to teach differently in an AI-powered world. It is also something that my co-author and I address in our book Personalize: Meeting the Needs of All Learners and the services provided by my consultancy Aspire Change EDU. 

The Ethical Imperative: Leading with Integrity and Equity

Perhaps the most critical role for leaders in the AI age is that of the ethical steward. AI systems are only as unbiased as the data they're trained on. If that data reflects societal inequities, the AI will perpetuate and even amplify those biases. This means leaders must become fluent in asking tough questions about the AI tools they adopt. Specifically, we must confront the problem of algorithmic bias, which can skew recommendations and outcomes if not rigorously addressed (Baker & Hawn, 2021).

Your leadership must insist on transparency from vendors and establish clear, living policies for the ethical use of AI within your institution. The call for ethical considerations in AI development is echoed across the literature, emphasizing the need for robust frameworks and transparent practices to ensure equitable access and prevent algorithmic harm (Pata et al., 2022). This includes guidelines for student data privacy, academic integrity, and ensuring equitable access to high-quality tools for all students, regardless of socioeconomic status.

Cultivating an AI-Ready Culture: The Human Touch

This isn't just about implementing technology; it's about cultivating an AI-ready culture. This means creating psychological safety where educators feel empowered to experiment, learn, and even fail with AI tools, rather than fearing them. Provide ongoing, job-embedded professional learning that addresses real-world applications and concerns. As leaders, we must model this learning ourselves. We can’t expect our staff to embrace AI if we aren’t exploring it and demonstrating its utility in our own work. The crucial role of leadership in successfully driving technological adoption and fostering a culture of innovation is well established (Akiba & LeTendre, 2022).

The AI age isn't about technology replacing us; it's about technology empowering us to be more human, more strategic, and more impactful where it truly counts. It's an opportunity for leaders to focus on the truly essential: vision, relationships, empathy, and inspiring a new generation of learners ready for an evolving world. As I shared in Digital Leadership - don’t just manage the change; lead it.

Akiba, M., & LeTendre, G. (2022). The role of school leadership in technology adoption: A systematic review. Educational Administration Quarterly, 58(1), 3–32.

Baker, R. S., & Hawn, A. (2021). The problem of algorithmic bias in educational data mining. International Journal of Artificial Intelligence in Education, 31(1), 105–123.

Hwang, G. J., Chen, X., & Xie, H. (2020). Artificial intelligence in teaching and learning: Current trends and future directions. Journal of Educational Technology & Society, 23(3), 1–11.

Pata, K., Lätt, M., Valgma, S., & Pata, P. (2022). Ethical frameworks for the use of artificial intelligence in education. International Journal of Artificial Intelligence in Education, 32(4), 1017–1043.

Tzafilkou, K., Tsiaousis, A., & Papanikolaou, K. A. (2023). A systematic review of AI applications in school administration and leadership. Computers and Education: Artificial Intelligence, 4, 100109.

Unlock the Learning Gap: The Power of WIN Time

Recently, on my podcast Unpacking the Backpack, I dove into the concept of "WIN Time," or "What I Need Time." This idea is a powerful pedagogical shift designed to empower students and personalize learning. It's an essential component of reimagining how schools function. So, what exactly is WIN Time? At its core, it's a dedicated, flexible block of time built into the school day where students receive targeted support or enrichment based on their individual academic needs. It moves away from a one-size-fits-all approach and instead asks the critical question: "What does this specific student need right now to succeed?". This is something we discuss in detail in Personalize. 

Imagine a traditional classroom setting. Some students grasp concepts quickly, while others struggle with foundational skills. In a typical lesson, both groups move forward at the same pace, often leaving one group bored and disengaged, and the other increasingly frustrated and left behind. WIN Time is designed precisely to bridge this gap. It's a structured mechanism for immediate intervention for those who need extra help, a challenging extension for those who are ready for more, and fundamentally, a space for students to take ownership of their learning journey.

It's important to stress that WIN Time isn't simply about remediation; it’s about personalization on a grand scale. It acknowledges that learning is not linear and that every student's path is unique. This means identifying specific academic gaps through timely data, offering opportunities for advanced study, or even providing time for students to pursue passion projects related to their curriculum.

The Educational Imperative: Why We Need WIN Time

Why is a structured intervention time so crucial in today's educational landscape? The fundamental argument is that we need to move beyond simply covering content and instead focus on ensuring mastery. Traditional models often push students forward regardless of their depth of understanding, leading to cumulative, unaddressed gaps that become increasingly difficult to close as students progress through grades. WIN Time directly addresses this by providing a mechanism for timely and specific intervention.

Consider the data on learning gaps. When students consistently struggle with a concept, and those struggles are not addressed immediately, the gap between what they know and what they need to know widens exponentially. This leads to decreased confidence, significant disengagement, and ultimately, a disservice to the learner. WIN Time allows educators to be proactive, identifying struggles early and providing immediate, targeted support. This practice is about developing a growth mindset and building resilient, self-aware learners, not just improving a standardized test score.

Furthermore, implementing this dedicated time promotes student agency. Instead of being passive recipients of information, students become active participants in identifying their needs and pursuing their learning goals. They learn to self-assess, advocate for themselves, understand precisely where they need help, and seek out appropriate resources. This skill—self-advocacy—is a critical life skill that extends far beyond the classroom walls.

Overcoming Implementation Challenges

Adopting a flexible block like WIN Time is not without its challenges. One of the primary hurdles schools face is scheduling. How do you carve out a 30-to-45-minute dedicated block in an already packed school day? This often requires a willingness to critically rethink traditional schedules, perhaps by adjusting bell times, reallocating existing advisory periods, or modifying the length of core subject blocks. It demands a high degree of collaboration among all staff members and a shared commitment to the philosophy behind personalized support.

Another significant challenge is data collection and diagnosis. Identifying student needs effectively requires robust, ongoing formative assessment practices. Teachers need reliable, up-to-the-minute data to accurately determine who needs intervention, who needs enrichment, and the specific areas that require attention. This means embracing a continuous cycle of assessment, rapid analysis, and responsive, targeted instruction. We must move beyond reliance on delayed, summative tests.

Finally, there's the question of staffing and resources. Who facilitates this time? What specific materials are needed? While teachers are ideally equipped to provide differentiated instruction within their own classrooms, there are opportunities to leverage support from specialists, counselors, or even trained peer mentors to contribute. The key is to organize and utilize all available resources efficiently to create a rich and supportive learning environment that maximizes the time.

Practical Applications: What WIN Time Looks Like

Now, let's look at the practical application. What does a successful WIN Time model actually look like in a school setting? Data is used to enhance the teaching and learning process through a variety of pathways:

• Teacher teams sharing learners: Students might be assigned to different "WIN groups" based on current academic performance and diagnostic data; these assignments must be fluid and change week to week.

• Station rotation: Read more HERE.
• Modified rotations: Read more HERE.
• Must-do / may-do: Read more HERE.
• Playlists: Read more HERE.
• Choice boards: Read more HERE.

Below you can see how the above strategies connect to RTI (Tier 2 and 3 suppport).

The true strength of this approach is its flexibility. It is not a rigid program but a dynamic framework that can and should be adapted to the unique context of each school, its population, and its curriculum structure.

The Transformative Potential

When implemented effectively, the results of this focused, personalized learning time can be truly transformative for student outcomes.

• Improved Academic Performance: By providing highly targeted support exactly when it's needed, students close academic gaps more quickly, leading to improved understanding and higher achievement across all subjects.
• Increased Student Engagement: When learning is personalized, relevant, and directly addresses a student's current challenge or interest, they are far more likely to be engaged and motivated. They feel seen, heard, and actively supported.
• Enhanced Self-Efficacy: As students repeatedly experience success through focused effort and take ownership of their learning path, their confidence and belief in their own ability to learn grow significantly.
• Development of Competencies: This protected time naturally develops and refines critical competencies like critical thinking, self-regulation, problem-solving, focused collaboration, and, most importantly, self-advocacy.

WIN Time is about more than making incremental improvements; it's about fundamentally rethinking what school can be. It challenges the traditional rigid model of education and moves us towards a more student-centered, agile, and responsive approach. It is a powerful structural commitment to equity, ensuring that every student, regardless of their starting point, has the dedicated time and support necessary to thrive. It’s not just "What I Need Time," it’s a commitment to a mastery-based educational model.

Scaling Innovation Through Agile Leadership

The traditional hierarchy—the "command and control" model where a leader dictates every 'how' is not just inefficient in today's knowledge economy; it is obsolete. In education, where the work is inherently complex, dynamic, and requires continuous adaptation, the path to sustained excellence demands a fundamental shift in how we lead. It’s time to move beyond managing schools like assembly lines and adopt the Agile Leadership mindset, which I recently discussed on my podcast Unpacking the Backpack.

Agile leadership is not a set of tools; it’s a commitment to a new organizational operating system. It recognizes that the person closest to the student—the educator—has the most accurate information and should be empowered to act on it. This transition is built on three core pillars: a radical mindset shift, the adoption of servant-based practices, and a focus on systemic organizational impact.

The Mindset Shift: From Control to Coaching

The greatest barrier to agility is a leader's resistance to relinquishing control, something that I address in great detail in Digital Leadership. Agile leadership flips the traditional organizational pyramid, transforming the leader from the chief decision-maker into the Chief Impediment Remover to become a servant leader.

Instead of focusing on Output ("Did you complete the five pages of the curriculum?") a truly agile school leader focuses on Outcomes ("Did completing that curriculum improve student mastery and critical thinking?"). The job is to constantly ask Why and ensure every team—from the grade level to the central office—is deeply connected to the ultimate goal: delivering maximum value to the student (Paige, 2011).

This transition requires leaders to embrace ambiguity and failure not as shortcomings, but as necessary data points. In a complex, disruptive world, we know the destination (student success), but the best route must be discovered. Leaders must actively model and celebrate "safe-to-fail" experimentation, treating innovative instructional trials as low-cost investments in learning (Wagstaff, 2021). The foundation for this is Psychological Safety—the belief that staff and students will not be penalized or humiliated for speaking up with ideas or mistakes (Edmondson, 2018). An agile leader's primary role is to establish this safety; without it, problems are hidden, and small mistakes become systemic crises.

Consider agile leadership as a lighthouse, providing the constant, unwavering vision and psychological safety needed for the journey. The team on the flexible raft represents self-organizing individuals who are empowered to quickly adapt and respond to the immediate, unpredictable challenges of the stormy sea (the current state of education). This illustrates that the agile leader's job is not to row, but to illuminate the path and ensure the vessel is structurally capable of navigating change.

Key Practices: Empowering the Self-Organizing Team

The mindset is the engine; the practices are the wheels that drive organizational change. The agile leader's day fundamentally changes, prioritizing coaching, alignment, and systems improvement.

1. Purpose-Driven Alignment

Agile leaders are the ultimate communicators of the Why. They use tools like Objectives and Key Results (OKRs) and SMART goals to cascade the organizational vision into measurable, actionable goals for every team and department. This continuous, clear communication ensures that an educator's daily lesson planning is directly linked to the school’s overarching strategic purpose. The leader facilitates regular, low-friction forums to share this vision, ensuring no team ever loses sight of the ultimate goal.

2. Nurturing Self-Organizing Teams

In an agile environment, the unit of delivery is the self-organizing, cross-functional team (grade-level or content-specific). An agile leader does not assign tasks; they define the problem space, such a gap in student learning or a need for a new resource and empower the team to figure out the solution. They decentralize decision-making, delegating full authority for process improvement and content delivery to the educators closest to the work. The leader steps in only to manage external roadblocks or conflicts that the team cannot resolve internally (Lee et al., 2016).

3. Institutionalizing Continuous Feedback

Agile is built on rapid feedback loops. Leaders institutionalize and protect crucial "inspect and adapt" mechanisms like the retrospective, committing to removing one systemic impediment the team identifies. They engage in leader standard work, which includes dedicated one-on-ones and "Gemba walks" (going to where the work is happening) to observe the system of work, the processes, not just the people, to provide timely, specific, and actionable feedback.

Systemic Impact: Optimizing the Flow of Value

The true power of agile leadership is realized when it scales innovation across the entire organization.

The ultimate enemy of agility is the organizational silo, which is often the wall between grade levels, departments, or central office functions. Agile leaders operate at the system level, shifting the focus from optimizing individual departments to optimizing the end-to-end flow of value to the student (Wong & Keng, 2024). They proactively break down these silos, championing cross-functional collaboration and redesigning the structure to mirror the value stream. This approach drives continuous improvement, transforming the organization itself into a product that is constantly refined based on feedback.

Agile leadership is not a methodology; it is a commitment to continuous learning, to empowering people, and to focusing relentlessly on student value. It requires courage, humility, and a fundamental belief that the people in our schools are best suited to decide how to achieve the educational outcomes we all seek. Leaders must make the clear choice: move from controlling to coaching, from predicting to adapting, and from measuring activity to celebrating impact.

Edmondson, A. C. (2018). The fearless organization: Creating psychological safety in the workplace for learning, innovation, and growth. Harvard Business Review.

Lee, Y., Warkentin, M., & Liu, C. (2016). Agile project management: A review and framework for future research. Journal of Management Information Systems, 33(3), 443–478.

Paige, D. D. (2011). “That sounded good!”: Using whole class choral reading to improve fluency. The Reading Teacher, 65(3), 190–200.

Wagstaff, S. (2021). The agility shift: Leveraging agile principles for organizational transformation in education. Journal of Educational Administration, 59(1), 74-90.

Wong, S. Y., & Keng, N. S. (2024). Scaling agile in complex organizations: The role of transformational leadership and cross-functional teams. European Journal of Innovation Management, 27(1), 121–143.

Leading from the Heart: How Vulnerability Drives Trust and Innovation

Recently, on my podcast, Unpacking the Backpack, I shared some thoughts on the importance of vulnerability as a leader.  Below, I take a deeper look at this concept. 

For way too long, we've been sold a bill of goods about what leadership looks like. The old-school playbook said a great leader is a superhero—unflappable, all-knowing, and always in control. They were taught to never show a crack in the armor, to project an image of perfection. This outdated ideal, however, is not just broken; it's actively sabotaging our efforts to build resilient, innovative teams. We’ve seen this play out in organizations worldwide, where a culture of fear and control stifles creativity and prevents people from taking the risks needed for growth.

What if the most powerful move you could make is to simply admit, "I don't know"? Or, "I messed that up"? Or even, "I need help"? This isn't about being weak. In fact, it's the exact opposite. True leadership is about having the courage to be seen for who you really are, flaws and all.  This isn't some fluffy "soft skill." It's a foundational shift in how we build trust,  innovate with purpose, and create a culture where people don't just survive, they thrive. 

Vulnerability Isn't Weakness; It’s a Superpower

Let's address the elephant in the room. The biggest misconception is that vulnerability is a sign of weakness. When people hear the word, their minds jump to emotional fragility or a lack of competence. The fear is that if you let your guard down, you’ll lose the respect of your team, and your authority will evaporate. That fear is a major roadblock, but it's built on a false premise.

Think about it: is it weak to stand in front of your people and say, "We've hit a wall here, and I don't have the perfect answer"? No way. That's a profound act of courage. It takes guts to be transparent about a challenge and even more guts to admit you don't have all the solutions. As Brené Brown, a trailblazer in this field, and other researchers have taught us, vulnerability involves "uncertainty, risk, and emotional exposure" (Fong, 2021). In a leadership context, it's about being willing to show up and be seen when you can't control the outcome. It’s telling your staff, "This change is a huge lift, and it’s going to take all of us. I can't do it alone." That’s not weakness; it's a declaration of shared purpose. It’s an act of courage because it requires you to be honest with yourself and your team about your limitations. You can’t build a strong foundation on a false front of perfection. Instead, you build it on the solid ground of authenticity. 

Building a Culture of Psychological Safety

So, why go through all this? Why risk showing your human side? Because the payoff is massive, and it directly impacts your team’s performance. When you lead with vulnerability, you create a powerful environment of psychological safety.

Psychological safety is a shared belief that a team is a safe place for interpersonal risk-taking (Edmondson, 1999). It’s a culture where people feel comfortable speaking up, asking questions, admitting mistakes, and sharing crazy ideas without fear of being shamed or punished. When a leader models vulnerability, they give everyone else permission to do the same. This isn't just my opinion; it’s backed by some of the most compelling research out there. Google’s Project Aristotle, for example, spent years analyzing hundreds of their teams to figure out what made them tick. The number one factor for team success wasn’t the skill of the individuals or their tenure; it was psychological safety. When you foster this kind of safety, you unlock innovation, boost problem-solving, and accelerate learning. How many amazing ideas have been lost because someone was too afraid to suggest them? Vulnerability is the key that unlocks that door.

Beyond psychological safety, leading with vulnerability builds authentic trust. You can't demand trust with a title; you have to earn it through consistent, honest behavior. When you're open about your struggles or your mistakes, you become relatable. Your people see you not as a distant authority figure but as a partner in the work. This creates a deeper sense of loyalty and commitment. They're more willing to go the extra mile for a leader they respect and trust. It also cultivates empathy, which is crucial for a modern workplace dealing with burnout and mental health challenges. Research by Nembhard and Edmondson (2006) shows that when leaders are perceived as vulnerable, it encourages employee voice and strengthens team effectiveness.

Actionable Steps: How to Start Small

How do you actually do this? It’s not a switch you can just flip. It's a muscle you have to build slowly and deliberately.

First, get real with yourself. What makes you feel vulnerable? Is it admitting you don't know an answer? Apologizing for a mistake? Asking for help? Once you pinpoint your triggers, you can start small.

A great next step is to model accountability. If you mess up, own it. Say, "I dropped the ball on that deadline, and I take full responsibility. Here’s what I learned, and here’s how we'll adjust." No excuses, no blame game. This is a powerful, low-risk way to show vulnerability. Another simple action is to ask for help. Instead of presenting a top-down plan, try saying, "I'm not sure what the best approach is here. What are your thoughts? I'd really value your input." This not only shows your human side but also empowers your team, making them feel like true partners. 

Finally, be a human being. Share a brief, non-work-related story. Maybe it's a challenge you're facing with a home project or a new hobby you're trying. It's about building genuine connection, not oversharing personal details.

Remember, this is about being purposeful. The goal isn't to air all your dirty laundry. It's to share enough to build connection and trust without making your staff uncomfortable. The litmus test should be simple: "Is this in service of the students we serve and our core mission?" If the answer is yes, you're on the right track. If not, you might be veering into oversharing territory.

The Path Forward

So, what’s your move? This isn't a one-and-done deal. Vulnerability in leadership is a continuous practice. It's about taking one small, intentional step at a time. Apologize for a minor error. Ask for help with a non-critical task. Share a moment of genuine uncertainty. Don't try to change everything overnight. Just take one small risk to be seen for who you are, not for who you think you're supposed to be.

You’ll likely find that instead of losing respect, you'll gain it. Your team won't see weakness; they'll see a fellow human being who has the courage to connect. Vulnerability is no longer a "nice to have" skill; it's a core competency of modern leadership. It's the key to unlocking trust, innovation, and a resilient culture that can weather any storm. Find one small way to be vulnerable this week. Maybe it's admitting a mistake, maybe it's asking for help, or maybe it’s simply saying, “I don't know, but let's figure it out together.” The most powerful leaders aren't the ones who pretend to be perfect; they're the ones who have the courage to be real.

Edmondson, A. (1999). Psychological safety and learning behavior in work teams. Administrative Science Quarterly, 44(2), 350–383.

Fong, C. (2021). The benefits of leader vulnerability in times of crisis. Organizational Dynamics, 50(1), 1-8.

Nembhard, I. M., & Edmondson, A. C. (2006). Making it safe: The effects of leader inclusiveness and professional status on psychological safety and improvement efforts in health care teams. Journal of Organizational Behavior, 27(7), 941–966.